Journal
CHEMISTRY-AN ASIAN JOURNAL
Volume 15, Issue 6, Pages 926-932Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201901760
Keywords
Oxidation; Ruthenium; Toluene; Alcohol; Aldehyde
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Funding
- Indian National Science Academy, New Delhi
- DBT-New Delhi
- CSIR, New Delhi
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Herein we disclosed the use of a remote 'imidazole'-based precatalyst [(para-cymene)Ru-II(L)Cl](+), C-1 where L=2-(4-substituted-phenyl)-1H-imidazo[4,5-f]([1,10]) phenanthroline) for the selective oxidation of a variety of alkyl arenes/heteroarenes and alcohols to their corresponding aldehydes or ketones in presence of tert-butyl hydroperoxide (TBHP). The remote 'imidazole' moiety present in the complex facilitates the activation of oxidant and subsequent generation of active species via the release of para-cymene from C-1, which in-turn was less effective without the 'imidazole' moiety. The mechanistic features of C-1 promoted oxidation of alkyl arenes were also assessed from spectroscopic, kinetic, and few control experiments. The substrate scope for C-1 promoted oxidation reaction was assessed based on the selective oxidation of 27-different alkyl arenes/heteroarenes and 25 different alcohols to their corresponding aldehydes/ketones in moderate to good yields.
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